Brewster Vacation Rentals
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Vacation Rentals in Brewster
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill NY
$280 nightly
The price is $316 total per night
$316 total
Dec 8 - Dec 9
Total with taxes and fees
When you stay at this vacation home in Fishkill, you'll be within a 10-minute drive of Northeast Regional Epilepsy Group and SplashDown Beach.
Peaceful Vintage Home with Private Lake in Redding, CT.
Redding CT
$671 nightly
The price is $760 total per night
$760 total
Dec 14 - Dec 15
Total with taxes and fees
Located in Redding, this vacation home is on a lake, a 1-minute drive from Putnam Memorial State Park and 6 minutes from Bethel Plaza Shopping Center.
Contemporary Cozy Cottage
Lake Peekskill NY
$367 nightly
The price is $420 total per night
$420 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at this vacation home in Lake Peekskill, you'll be within a 15-minute drive of Regal UA Cortlandt Town Center and Hudson Valley Center for Contemporary Art.
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
New Fairfield CT
$470 nightly
The price is $533 total per night
$533 total
Dec 9 - Dec 10
Total with taxes and fees
With a stay at this vacation home in New Fairfield, you'll be a 1-minute walk from Candlewood Lake and 13 minutes by foot from Squantz Pond State Park.
Westport Gem - walk to shops, dining, town center, pet-friendly
Westport CT
Located in Westport, this vacation home is within a 5-minute drive of Levitt Pavilion and Westport Country Playhouse.
Hickory on Willow Lake
Fishkill New York
$485 nightly
The price is $552 total per night
$552 total
Dec 29 - Dec 30
Total with taxes and fees
When you stay at this vacation home in Fishkill, you'll be on a lake, within a 5-minute drive of Hudson Highlands State Park and Van Wyck Homestead Museum.
House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls NY
$389 nightly
The price is $414 total per night
$414 total
Dec 21 - Dec 22
Total with taxes and fees
With a stay at this vacation home in Highland Falls, you'll be a 4-minute walk from United States Military Academy and 15 minutes by foot from West Point Museum.
Kitchen
Air conditioning
Majestic RiverView Estate - Breathtaking Views
Beacon NY
With a stay at this vacation home in Beacon, you'll be within a 5-minute drive of Dia Beacon and Madam Brett Homestead.
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Highland Falls NY
With a stay at this vacation home in Highland Falls, you'll be within a 10-minute walk of United States Military Academy and West Point Museum.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Danbury CT
Located in Danbury, this vacation home is on the waterfront, within a 10-minute drive of Candlewood Lake and Danbury Duckpin Lanes.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Carmel Hamlet NY
Located in Carmel, this vacation home is in the mountains, a 4-minute drive from Clarence Fahnestock State Park and 8 minutes from Chuang Yen Monastery.
Fabulous 3bdrm Home w/parking!
Highland Falls NY
$299 nightly
The price is $329 total per night
$329 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at this vacation home in Highland Falls, you'll be a 4-minute walk from United States Military Academy and 6 minutes by foot from Hudson River.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Brewster Vacation Rentals essential information
Accommodation | 299 Vacation Rentals |
|---|---|
Lowest Price | $316 |
Highest Price | $760 |
Popular accommodation | Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo, Peaceful Vintage Home with Private Lake in Redding, CT., Contemporary Cozy Cottage, Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake, Westport Gem - walk to shops, dining, town center, pet-friendly, Hickory on Willow Lake, House on the Babbling Brook- Quiet 2BR + King Bed!, Majestic RiverView Estate - Breathtaking Views, Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St., Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home., Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. , Fabulous 3bdrm Home w/parking! |